کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5220157 | 1383379 | 2012 | 6 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
An efficient route for the synthesis of chiral conduritol-derivative carboxamides via palladium-catalyzed aminocarbonylation of bromocyclohexenetetraols
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
A family of chiral conduritol-derivative carboxamides was synthesized through palladium-catalyzed aminocarbonylation of diastereoisomeric bromocyclohexenetetraols, previously prepared through biotransformation of bromobenzene by mutant strains of Pseudomonas putida F39/D.The coupling reactions of bromocyclohexenetetraols with CO and different amines, such as tert-butylamine, aniline, and piperidine, were performed in the presence of in situ generated Pd(0)/PPh3 catalyst. The methodology was applied to the corresponding iodo-cyclohexenetetraol derivative, using (L)-alanine and (L)-valine methyl ethers as N-nucleophiles. The resulting carboxamides were obtained in highly chemoselective reactions, isolated, and fully characterized.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 68, Issue 34, 26 August 2012, Pages 6935-6940
Journal: Tetrahedron - Volume 68, Issue 34, 26 August 2012, Pages 6935-6940
نویسندگان
Rui M.B. Carrilho, Viviana Heguaburu, Valeria Schapiro, Enrique Pandolfi, László Kollár, Mariette M. Pereira,